What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?

One-way options have recently been found by users for as low as $125 on Volaris. Other airlines that offer cheap prices include Hawaiian Airlines from $199 and Viva from $202 one-way.

What is the cheapest day to fly from Chicago to Cabo San Lucas?

Travelers seeking maximum savings on their Chicago to Cabo San Lucas flight should consider departing on Saturday at noon when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

What are the cheapest flights from Chicago to Cabo San Lucas?

While on average a flight from Chicago to Cabo San Lucas is generally $803, our data shows the cheapest flight currently is $246. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $316 for that flight.

What are the most reliable airlines from Chicago to Cabo San Lucas?

The top 3 most reliable airlines when flying from Chicago to Cabo San Lucas are American Airlines (89%), Emirates (82%) and United Airlines (66%).

What are the most popular airlines that fly from Chicago to Cabo San Lucas?

American Airlines, Aeromexico and Delta are the most popular airlines when flying from Chicago to Cabo San Lucas.

How far in advance should I book a flight from Chicago to Cabo San Lucas?

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 50 days in advance, which can save you up to 34% on flights from Chicago to Cabo San Lucas compared to booking the week you need them. Waiting 50 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at $527. For sooner than that we have options available in the next 3 days from $737.

What is the cheapest month to fly from Chicago to Cabo San Lucas?

Flights from Chicago to Cabo San Lucas lean towards being more expensive in December. Prices are generally better when you fly from Chicago to Cabo San Lucas in July, with the cheapest ticket starting at $352.

Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?

Yes. In addition to deals on Chicago to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Chicago to Cabo San Lucas?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cabo San Lucas.

Can I find deals for business class flights from Chicago to Cabo San Lucas?

Yes. Cheapflights offers flight deals from Chicago to Cabo San Lucas by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$124+ Flights from Chicago to Cabo San Lucas

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Chicago to Cabo San Lucas with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago to Cabo San Lucas are usually found in July or January, booked 49 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap flight deals from Chicago to Cabo San Lucas

Most accurate provider	AranGrant 3 stars
Most trusted provider	AranGrant 3 stars
Round-trip from	$385 (CheapOair)
One-way from	$125 (Mytrip)
Popular in	December
Cheapest in	July
Average price	$565

Provider with most accurate pricing for Chicago (CHI)-San José del Cabo Los Cabos flight deals.

Search Deals

Provider most trusted by Cheapflights users for Chicago (CHI)-San José del Cabo Los Cabos flights.

Search Deals

From Chicago (CHI) to Cabo San Lucas

Search Deals

One-way flight from Chicago (CHI) to Cabo San Lucas

Search Deals

Highest demand for flights based on searches. 5% potential increase in price ($37 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

Search Deals

Find flight deals from Chicago to Cabo San Lucas

Cheapest flights from Chicago to Cabo San Lucas
Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

Sat 5/2411:47 amORD - SJD

3 stops22h 53mMultiple Airlines

Wed 5/289:15 amSJD - ORD

2 stops12h 20mMultiple Airlines

Deal found 4/23

$381

Fri 8/291:55 amORD - SJD

1 stop11h 16mVolaris

Sat 9/63:32 pmSJD - ORD

1 stop6h 43mVolaris

Deal found 4/23

$384

Mon 9/81:55 amORD - SJD

1 stop10h 08mAeromexico

Tue 9/166:01 amSJD - ORD

2 stops13h 11mAeromexico

Deal found 4/23

$402

Tue 9/96:00 amORD - SJD

1 stop7h 30mDelta

Tue 9/1612:35 pmSJD - ORD

1 stop9h 18mDelta

Deal found 4/23

$407

Sat 5/312:35 pmORD - SJD

1 stop21h 25mViva

Sat 5/108:30 amSJD - ORD

1 stop13h 05mViva

Deal found 4/23

$424

Sat 8/308:25 pmORD - SJD

1 stop16h 15mAmerican Airlines

Sat 9/612:25 pmSJD - ORD

Nonstop4h 25mAmerican Airlines

Deal found 4/23

$437

Fri 5/307:59 pmORD - SJD

1 stop16h 07mAlaska Airlines

Tue 6/31:22 pmSJD - ORD

2 stops21h 46mAlaska Airlines

Deal found 4/23

$465

Sat 5/247:59 pmORD - SJD

1 stop16h 07mHawaiian Airlines

Sat 5/314:21 pmSJD - ORD

1 stop11h 19mHawaiian Airlines

Deal found 4/23

$468

Sat 6/76:00 amMDW - SJD

2 stops14h 13mDelta

Sat 6/146:03 amSJD - MDW

2 stops13h 42mDelta

Deal found 4/23

$486

Sun 6/226:00 amMDW - SJD

1 stop6h 40mSouthwest

Fri 6/271:05 pmSJD - MDW

1 stop10h 00mSouthwest

Deal found 4/23

$531

Wed 5/215:15 amORD - SJD

1 stop9h 35mUnited Airlines

Sun 5/251:12 pmSJD - ORD

1 stop7h 29mUnited Airlines

Deal found 4/23

$538

Wed 6/412:48 pmMDW - SJD

2 stops10h 49mAeromexico

Thu 6/56:03 amSJD - MDW

2 stops13h 24mAeromexico

Deal found 4/23

$552

Best flights from Chicago to Cabo San Lucas
Discover carefully curated flight deals from Chicago to Cabo San Lucas that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 24, 2025.

Sun 5/117:25 amORD - SJD

1 stop14h 39mVolaris

Thu 5/1512:01 pmSJD - ORD

1 stop10h 14mVolaris

Deal found 4/23

$385

Sat 5/246:59 pmORD - SJD

1 stop25h 19mMultiple Airlines

Wed 5/289:15 amSJD - ORD

2 stops12h 20mMultiple Airlines

Deal found 4/22

$388

Sat 5/312:35 pmORD - SJD

1 stop21h 25mViva

Sat 5/108:30 amSJD - ORD

1 stop13h 05mViva

Deal found 4/23

$424

Fri 5/307:59 pmORD - SJD

1 stop16h 07mAlaska Airlines

Tue 6/31:22 pmSJD - ORD

2 stops21h 46mAlaska Airlines

Deal found 4/23

$465

Sun 5/119:10 amORD - SJD

Nonstop4h 40mAmerican Airlines

Thu 5/1512:50 pmSJD - ORD

Nonstop4h 20mAmerican Airlines

Deal found 4/23

$471

Sat 6/215:35 amORD - SJD

1 stop7h 55mAeromexico

Fri 6/271:42 pmSJD - ORD

1 stop8h 33mAeromexico

Deal found 4/23

$476

Fri 6/205:35 amORD - SJD

1 stop7h 55mDelta

Mon 6/3012:42 pmSJD - ORD

1 stop7h 27mDelta

Deal found 4/23

$486

Sat 5/178:00 amMDW - SJD

1 stop7h 00mSouthwest

Wed 5/2111:40 amSJD - MDW

1 stop9h 10mSouthwest

Deal found 4/23

$516

Wed 5/215:15 amORD - SJD

1 stop9h 35mUnited Airlines

Sun 5/251:12 pmSJD - ORD

1 stop7h 29mUnited Airlines

Deal found 4/23

$538

Sat 6/76:00 amMDW - SJD

1 stop7h 43mDelta

Sat 6/146:03 amSJD - MDW

2 stops13h 42mDelta

Deal found 4/23

$486

Wed 6/412:48 pmMDW - SJD

2 stops10h 49mAeromexico

Thu 6/56:03 amSJD - MDW

2 stops13h 24mAeromexico

Deal found 4/23

$552

Fri 8/18:39 pmMDW - SJD

1 stop13h 14mVolaris

Mon 8/48:29 amSJD - MDW

1 stop8h 47mVolaris

Deal found 4/23

$558

Last-minute flights from Chicago to Cabo San Lucas
Discover last-minute flight deals from Chicago to Cabo San Lucas. Data last updated April 24, 2025 and is based on user searches.

Mon 4/2810:41 pmMDW - SJD

2 stops15h 33mMultiple Airlines

Sat 5/38:22 amSJD - MDW

1 stop8h 44mMultiple Airlines

Deal found 4/23

$645

Mon 4/285:25 amMDW - SJD

1 stop8h 05mSouthwest

Sat 5/310:25 amSJD - MDW

1 stop7h 15mSouthwest

Deal found 4/23

$670

Tue 4/295:30 amORD - SJD

1 stop7h 40mAeromexico

Tue 4/292:10 pmSJD - ORD

1 stop7h 49mAeromexico

Deal found 4/22

$544

Tue 4/297:00 amORD - SJD

1 stop6h 30mSouthwest

Tue 4/292:20 pmSJD - ORD

2 stops19h 30mSouthwest

Deal found 4/22

$603

Fri 5/26:34 pmORD - SJD

2 stops16h 06mMultiple Airlines

Tue 5/69:15 amSJD - ORD

3 stops18h 27mMultiple Airlines

Deal found 4/23

$398

Sat 5/312:35 pmORD - SJD

1 stop21h 25mViva

Sat 5/108:30 amSJD - ORD

1 stop13h 05mViva

Deal found 4/23

$424

Sat 5/37:25 amORD - SJD

1 stop14h 39mVolaris

Wed 5/76:41 pmSJD - ORD

1 stop8h 10mVolaris

Deal found 4/23

$442

Sat 5/35:20 amORD - SJD

1 stop9h 45mDelta

Sat 5/1012:48 pmSJD - ORD

1 stop8h 29mDelta

Deal found 4/23

$486

Sat 5/36:04 amMDW - SJD

2 stops13h 13mDelta

Sat 5/106:06 amSJD - MDW

2 stops13h 08mDelta

Deal found 4/23

$486

Sat 5/37:10 amORD - SJD

1 stop6h 45mAmerican Airlines

Wed 5/712:50 pmSJD - ORD

Nonstop4h 20mAmerican Airlines

Deal found 4/23

$579

Sat 5/35:15 amORD - SJD

1 stop7h 15mUnited Airlines

Sat 5/1011:52 amSJD - ORD

Nonstop4h 18mUnited Airlines

Deal found 4/23

$657

Sat 5/36:04 amMDW - SJD

1 stop7h 06mAeromexico

Sat 5/101:48 pmSJD - MDW

1 stop23h 42mAeromexico

Deal found 4/23

$698

One-way flights from Chicago to Cabo San Lucas
Search for one-way flight options from Chicago to Cabo San Lucas. Find affordable one-way fares based on user searches. Data last updated April 24, 2025.

Fri 5/306:34 pmORD - SJD

2 stops23h 01mVolaris

Deal found 4/23

$125

Wed 4/306:34 pmORD - SJD

2 stops38h 56mMultiple Airlines

Deal found 4/23

$135

Sun 5/257:45 amMDW - SJD

3 stops26h 55mMultiple Airlines

Deal found 4/23

$155

Tue 6/35:58 pmORD - SJD

1 stop20h 20mHawaiian Airlines

Deal found 4/23

$199

Tue 5/2712:35 pmORD - SJD

2 stops22h 05mViva

Deal found 4/23

$202

Tue 6/37:59 pmORD - SJD

2 stops19h 47mAlaska Airlines

Deal found 4/23

$204

Sun 5/256:00 amMDW - SJD

1 stop7h 43mAeromexico

Deal found 4/23

$212

Wed 5/281:55 amORD - SJD

1 stop11h 29mDelta

Deal found 4/23

$216

Sat 6/286:00 amMDW - SJD

1 stop8h 37mDelta

Deal found 4/24

$221

Fri 8/112:35 pmMDW - SJD

1 stop24h 00mFrontier

Deal found 4/23

$230

Sun 8/176:00 amMDW - SJD

1 stop9h 10mSouthwest

Deal found 4/23

$231

Thu 6/265:30 pmORD - SJD

1 stop22h 04mWestJet

Deal found 4/23

$238

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Cabo San Lucas that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/24

11:47 am-8:40 am

3 stops22h 53m

San José del Cabo Los Cabos

Wed 5/28

9:15 am-11:35 pm

2 stops12h 20m

$381

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 5/11

7:25 am-8:04 pm

1 stop14h 39m

San José del Cabo Los Cabos

Thu 5/15

12:01 pm-12:15 am

1 stop10h 14m

$385

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/3

12:35 pm-8:00 am

1 stop21h 25m

San José del Cabo Los Cabos

Sat 5/10

8:30 am-11:35 pm

1 stop13h 05m

$424

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Fri 5/30

7:59 pm-10:06 am

1 stop16h 07m

San José del Cabo Los Cabos

Tue 6/3

1:22 pm-1:08 pm

2 stops21h 46m

$465

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 5/24

7:59 pm-10:06 am

1 stop16h 07m

San José del Cabo Los Cabos

Sat 5/31

4:21 pm-5:40 am

1 stop11h 19m

$468

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sun 5/11

9:10 am-11:50 am

Nonstop4h 40m

San José del Cabo Los Cabos

Thu 5/15

12:50 pm-7:10 pm

Nonstop4h 20m

$471

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Sat 6/21

6:00 am-3:43 pm

2 stops11h 43m

San José del Cabo Los Cabos

Thu 6/26

1:42 pm-12:15 am

1 stop8h 33m

$476

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 6/7

6:00 am-12:43 pm

1 stop8h 43m

San José del Cabo Los Cabos

Sat 6/14

6:03 am-9:45 pm

2 stops13h 42m

$486

ChicagoSan José del Cabo

MDW - SJD

MDWSJD

Chicago Midway

Sat 5/17

8:00 am-1:00 pm

1 stop7h 00m

San José del Cabo Los Cabos

Wed 5/21

11:40 am-10:50 pm

1 stop9h 10m

$516

ChicagoSan José del Cabo

ORD - SJD

ORDSJD

Chicago O'Hare Intl

Tue 6/24

5:35 am-11:30 am

1 stop7h 55m

San José del Cabo Los Cabos

Sat 6/28

1:42 pm-12:15 am

1 stop8h 33m

$526

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 31 results

Best time to book a flight from Chicago to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Chicago with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Cabo San Lucas

How far ahead should I book a flight from Chicago to Cabo San Lucas?

Booking 49 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Cabo San Lucas. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $437). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to C4B?

When flying from Chicago to Cabo San Lucas, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Weekly flight availability from Chicago to Cabo San Lucas

The most flights from CHI to C4B are scheduled on a Monday (3 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Cabo San Lucas by month

In terms of precipitation, rainfall in Cabo San Lucas ranges from 0.0 - 4.5 inches per month. September is typically the wettest month, when rainfall can reach 4.5 in. March is typically the driest time to visit Cabo San Lucas when rainfall is around 0.0 in.

Temperature in Cabo San Lucas by month

If weather is an important factor for your trip to Cabo San Lucas, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 66.2 F).

Reviews of airlines servicing Cabo San Lucas

Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Chicago to Cabo San Lucas by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

9,918 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Alaska Airlines

8.0

Very good

9,918 reviews

Alaska Airlines

8.0

Very good

9,918 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Southwest

8.0

Very good

4,287 reviews

Alaska Airlines

8.0

Very good

9,918 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Delta

8.0

Very good

7,920 reviews

Alaska Airlines

8.0

Very good

9,918 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Hawaiian Airlines

7.9

Good

2,393 reviews

Alaska Airlines

8.0

Very good

9,918 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Aeromexico

7.5

Good

1,700 reviews

Alaska Airlines

8.0

Very good

9,918 reviews

Reviews

1 / 20

4.0

Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?
One-way options have recently been found by users for as low as $125 on Volaris. Other airlines that offer cheap prices include Hawaiian Airlines from $199 and Viva from $202 one-way.
What are the most reliable airlines from Chicago to Cabo San Lucas?
The top 3 most reliable airlines when flying from Chicago to Cabo San Lucas are American Airlines (89%), Emirates (82%) and United Airlines (66%).
What are the cheapest flights from Chicago to Cabo San Lucas?
While on average a flight from Chicago to Cabo San Lucas is generally $803, our data shows the cheapest flight currently is $246. When looking at the most popular route, (Chicago O'Hare Intl - San José del Cabo Los Cabos), you can expect to pay $316 for that flight.
Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?
Yes. In addition to deals on Chicago to Cabo San Lucas flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Chicago to Cabo San Lucas?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Cabo San Lucas.
Can I find deals for business class flights from Chicago to Cabo San Lucas?
Yes. Cheapflights offers flight deals from Chicago to Cabo San Lucas by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Chicago to Cabo San Lucas?
Currently, January is the cheapest month in which you can book a flight from Chicago to Cabo San Lucas (average of $437). Flying from Chicago to Cabo San Lucas in June is currently the most expensive (average of $560). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Chicago to Cabo San Lucas

O'Hare Intl to San José del Cabo flights

Midway to San José del Cabo flights

St. Louis to San José del Cabo flights

O'Hare Intl to La Paz flights

Moline to San José del Cabo flights

O'Hare Intl to Loreto flights

Midway to La Paz flights

Quincy to San José del Cabo flights

Top 7 airlines flying from Chicago to Cabo San Lucas

Airline	Cheapest	Average	Flexibility	On-time
Viva	Cheapest$268	Average$380	FlexibilityNo cancel fee	On-timeN/A
Volaris	Cheapest$287	Average$415	FlexibilityNo cancel fee	On-time79%
Aeromexico	Cheapest$426	Average$552	FlexibilityNo cancel fee	On-timeN/A
American Airlines	Cheapest$440	Average$640	FlexibilityNo cancel fee	On-time71%
United Airlines	Cheapest$460	Average$686	FlexibilityNo cancel fee	On-time69%
Delta	Cheapest$483	Average$649	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$545	Average$720	FlexibilityNo cancel fee	On-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.

$124+ Cheap flights from Chicago (CHI) to Cabo San Lucas, Mexico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/16. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Chicago to Cabo San Lucas with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheapflights Tip: The best prices from Chicago to Cabo San Lucas are usually found in July or January, booked 49 days in advance, depart on a Tuesday or Monday and return on a Saturday

Cheap flight deals from Chicago to Cabo San Lucas

Keep the following information in mind while searching for Chicago to Cabo San Lucas flight deals. Data was last updated April 24, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Chicago to Cabo San Lucas

Cheapest flights from Chicago to Cabo San LucasExplore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Chicago to Cabo San Lucas that are best for you.

Best time to book a flight from Chicago to Cabo San Lucas

Have a flexible travel schedule? Discover the best time to fly to Cabo San Lucas from Chicago with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Cabo San Lucas

How far ahead should I book a flight from Chicago to Cabo San Lucas?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Cabo San Lucas. Price data was last updated on April 18, 2025.

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

What is the cheapest time of day to fly from CHI to C4B?

Find hourly flight availability from Chicago to Cabo San Lucas. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Weekly flight availability from Chicago to Cabo San Lucas

Rainfall in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average rainfall totals by month.

Temperature in Cabo San Lucas by month

Plan your trip to Cabo San Lucas by taking into account the average temperature totals by month.

Reviews of airlines servicing Cabo San Lucas

Get a feel of what it's like to fly with Alaska Airlines, Southwest and Delta from Chicago to Cabo San Lucas by reading reviews from past customers. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Cabo San Lucas. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What are the cheapest airlines to fly from Chicago to Cabo San Lucas one-way?

What are the most reliable airlines from Chicago to Cabo San Lucas?

What are the cheapest flights from Chicago to Cabo San Lucas?

Can I find deals for flights from Chicago to Cabo San Lucas that include hotel bookings?

How can I find direct flights from Chicago to Cabo San Lucas?

Can I find deals for business class flights from Chicago to Cabo San Lucas?

What is the cheapest month to book a flight from Chicago to Cabo San Lucas?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chicago to Cabo San Lucas

See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Chicago to Cabo San Lucas

100% Free

Book with Flexibility

Travel Smart

Cheapest flights from Chicago to Cabo San Lucas
Explore the most affordable flight options available from Chicago to Cabo San Lucas. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.